Adherent poly-3, 3-bis(chloromethyl)-oxetane



United States Patent 3,277,022 ADHERENT POLY-3,3-BIS(CHLOROMETHYL)- OXETANE Douglas S. Richart, Reading, Pa., assiguor to The Polymer Corporation, a corporation of Pennsylvania No Drawing. Original application Aug. 20, 1962, Ser. No. 218,104. Divided and this application Aug. 9, 1965, Ser. No. 47 8,416

2 Claims. (Cl. 2602) This invention is a divisional application of my copending application Serial Number 218,104, filed August 20, 1962, now abandoned, and relates to improved polymeric materials and, more particularly, to coating materials having improved adhesion to substrates.

The coating materials with which this invention is concerned are the chlorinated polyethers polymerized from 3,3-bis(chloromethyl)oxetane which results in the following molecular structure:

The preparation of this polymer is disclosed in detail, for example, in US. Patent 2,722,340 and it is sold under the trademark Pent-on by Hercules Power Company. These resins have excellent resistance to attack by most corrosive chemicals and organic solvents and are, therefore, useful as coating materials for various processing equipment such as tanks, reaction vessels, pipe lines and the like, where corrosion may be a problem.

Quality coatings for the protection of metal articles from corrosion should be tightly adhered to the article. When coating articles by means of various heat fusion coating processes with the polyether resins with which this invention is concerned, poor maintenance of adhesion under adverse service condition is generally observed. Conventional primers do not improve the results, probably due to the chemical ineitness of the polyether resin. Present methods for providing prolonged adhesion of these resins to the substrate under adverse service conditions usually rely upon mechanical bonding or interlocking as can be achieved by chemically etching or sandblasting the surface of the substrate, but these techniques leave much to be desired.

Accordingly, it is the object of this invention to provide polyether coating resins that will adhere tightly to the substrates to which they are applied.

Briefly, the object of this invention is achieved by mixing certain chemical compounds into the polyethers with which this invention is concerned. Greatly improved adhesion is observed when minor quantities (from about A to about of certain compounds selected from the class consisting of nitrogen-containing compounds, anhydrides, phenol/aldehydes and urea/aldehydes are mixed with these resins.

In the following examples, steel panels 1" x 4" x /s" were thoroughly cleaned by sandblasting and then coated with the chlorinated polyether sold under the trade name Penton to which the indicated compounds were mixed. (All percentages are by weight.) In the examples, the panels were coated in a fluidized bed of the prepared resin by heating the panels for minutes at 600 F., immersing them in the fluidized bed for about 10-20 seconds and then placing them in a postheat oven at 525 F. for about 4 minutes. A smooth continuous film of about 15 to 20 mils was fused uniformly over the surface of the panels.

The comparative degree of adhesion was determined by placing the samples so obtained in boiling water and measuring the time until adhesion had been lost to such an extent that a knife blade could be inserted under the coating and the coating lifted away from the substrate. It was also determined by coating cont-r01 samples that loss of adhesion normally occurs in 4 hours or less if none of the compounds are mixed with the polyether resin.

Example I 0.5% of dimethylaminomethylphenol (DMP10) having a structural formula that is a mixture of:

OH OH CHzN(CH )g and was added to the chlorinated polyether. maintained for 55 days.

Adhesion was Example ll and from about A to about 10% by weight of dimethylaminomethylphenol having a structural formula that is a mixture of CH3N(CH )1 and References Cited by the Examiner UNITED STATES PATENTS 2,722,487 ll/ 1955 McTigue 260-2 2,831,825 4/1958 Campbell 260-2 3,089,783 5 1963 Carlson et a1 2602 SAMUEL H; BLECH, Primary Examiner. 

1. AN ADHERENT COATING COMPOSITION COMPRISED OF A MAJOR PORTION OF A RESINOUS BINDER OF A CHLORINATED POLYETHER PREPARED FROM 3,3-BIS(CHLOROMETHYL)OXETANE HAVIN THE RECURRING STRUCTURE:
 2. AN ADHERENT COATING COMPOSITION COMPRISED OF A MAJOR PORTION OF A RESINOUS BINDER OF A CHLORINATED POLYETHER PREPARED FROM 3,3-BIS(CHLOROMETHYL)OXETANE HAVING THE RECURRING STRUCTURE: 